Sailing trips · SAILING TRIPS WITH OPEN BAR & DRINKS

The 15 Best Sailing Trips with an Open Bar

207 trips  ·  from $21 a head

An open bar adds around forty dollars a head and settles the question of what to bring. The 15 below say what is actually poured, how long the bar runs and whether the boat anchors long enough to enjoy it.

Santorini: Catamaran Tour with BBQ Dinner, Drinks, and Music - The hot springs are your first swim
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Santorini: Catamaran Tour with BBQ Dinner, Drinks, and Music

1.Catamaran Tour with BBQ Dinner, Drinks, and Music

★★★★★★★★★★4.6 · 5,886 reviews · 5 hours · from $93Our pick

Spend five hours aboard the 74-foot Ocean Voyager or 80-foot Tahiti catamaran, stopping at the hot springs, Red Beach, and White Beach for swimming and snorkeling. A barbecue with meat, vegetarian choices, white wine, and soft drinks is served onboard, with hotel pickup and music included.

“Excellent trip - well organised from start to finish”

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Dubai: Luxury Sunset Yacht Tour with Snacks and Drinks - The boat, decks, and onboard mood
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Dubai: Luxury Sunset Yacht Tour with Snacks and Drinks

2.Luxury Sunset Yacht Tour with Snacks and Drinks

★★★★★★★★★★4.7 · 4,723 reviews · 1.5 - 2 hours · from $21Best value

You’ll cruise from Dubai Harbour past Dubai Marina, JBR, Bluewaters Island, Ain Dubai, and either Atlantis or Burj Al Arab. A captain and crew handle the sailing while hosts such as Chill and Brian help with photos, food, drinks, and the relaxed onboard mood.

“Amin was our tour guide on the safari, and he was extremely friendly and helpful. He took great care of us, and we felt 100% safe with him throughout the entire experience. He informed us in advance about everything we needed to know, especially regarding safety. The dune driving was fun and exciting, and he also took amazing photos of us. The show was great, and the food was delicious. We definitely recommend this experience. Thank you, Amin!”

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Premium Small-Group Catamaran Cruise with BBQ, Open Bar, Transfer - Mesa Pigadia, the first proper swim stop
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Premium Small-Group Catamaran Cruise with BBQ, Open Bar, Transfer

3.Premium Small-Group Catamaran Cruise with BBQ, Open Bar, Transfer

★★★★★★★★★★5.0 · 4,209 reviews · 5 hours (approx.) · from $151Top rated

Spend about five hours aboard a small catamaran with a crew such as Captain John, George, or Elena. Swim at Mesa Pigadia and a quiet cove, visit the hot springs, view the caldera from sea level, and enjoy a BBQ buffet with Greek wine. Daytime and sunset departures are available.

“Absolutely incredible. The captain and crew on the Evanna could not have been better. Was a wonderful experience from start to finish”

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Santorini Classic Catamaran Cruise with BBQ, Drinks and Transfers - Palea Kameni and the hot springs
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Santorini Classic Catamaran Cruise with BBQ, Drinks and Transfers

4.Santorini Classic Catamaran Cruise with BBQ, Drinks and Transfers

★★★★★★★★★★5.0 · 3,933 reviews · 5 hours (approx.) · from $114

Cruise from Vlychada along Santorini’s volcanic coast, with photo stops at Red and White beaches, swimming at Mesa Pigadia and Palea Kameni, and a Greek BBQ with wine and soft drinks. Choose daytime or sunset sailing, with hotel transfers, towels, and snorkel gear included.

“We took the sunset cruise and it was amazing . It was a lot of fun mainly because of the all women crew we had. They took really great care of us and the food was delicious. Kudos to Elena and team.”

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Lloret de Mar: Catamaran Sailing Cruise with BBQ and Drinks - The first hour: cliffs, caves, and Costa Brava views
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Lloret de Mar: Catamaran Sailing Cruise with BBQ and Drinks

5.Catamaran Sailing Cruise with BBQ and Drinks

★★★★★★★★★★4.5 · 3,812 reviews · 4 hours · from $59

Join Catamarans Sensation Costa Brava for a four-hour cruise from Lloret de Mar. Sail past cliffs, caves, beaches, and fishing villages, then anchor for swimming, snorkeling, a BBQ, and drinks. Morning trips suit families, while afternoon and Saturday departures bring a livelier adults-only atmosphere.

“Excellent morning/early afternoon at sea. Food was good as was the choice of drink. Loved jumping into the sea from the boat and swimming with the fishes.”

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Santorini: Luxury Catamaran Day Trip with Meal and Open Bar - Red Beach and the first swim stop
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Santorini: Luxury Catamaran Day Trip with Meal and Open Bar

6.Luxury Catamaran Day Trip with Meal and Open Bar

★★★★★★★★★★4.8 · 3,678 reviews · 5 - 6 hours · from $129

Spend 5 to 6 hours aboard a luxury catamaran with a maximum of 20 people. Swim near Red Beach, White Beach, and the volcanic hot springs, then enjoy a Greek meal, open bar, music, and caldera views. Sunset trips include a cocktail and Oia sunset, with crews such as Evi, Giannis, and Angela helping set the mood.

“Nikos our captain, and our crew members Ilias, Giannis and Rafaela were amazing! This was an unforgettable experience for us on our honeymoon and the whole day was so great. The swim spots were awesome and our Greek feed was 10/10. Such an incredible day ☺️”

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Costa Adeje: Whale Watching Catamaran Tour with Drinks - Watching pilot whales in their natural habitat
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Costa Adeje: Whale Watching Catamaran Tour with Drinks

7.Whale Watching Catamaran Tour with Drinks

★★★★★★★★★★4.7 · 3,653 reviews · 2 - 3 hours · from $41

Sail from Puerto Colón with guides such as Lucy, Danny, Dani, and Lucia, watching resident pilot whales and dolphins near Tenerife’s southwest coast. Choose two hours for wildlife, or three hours for a swim and snorkel stop at Playa Espagueti. Drinks, equipment, and a crew of up to 50 are included.

“Excellent crew saw plenty of pilot whales and bottle nose dolphins free drinks on board overall very good”

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Key West Sunset Sail with Open Bar, Live Music and Hors D'oeuvres - The Key West sights from the water
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Key West Sunset Sail with Open Bar, Live Music and Hors D’oeuvres

8.Key West Sunset Sail with Open Bar, Live Music and Hors D’oeuvres

★★★★★★★★★★4.5 · 3,559 reviews · 2 hours (approx.) · from $79

Sail from Key West for about two hours aboard a spacious catamaran with sunset views, live local music, an open bar, shrimp, antipasti, mini tarts, and soft drinks. Arrive 30 minutes early, claim a good bow seat, and bring a sweater for breezy evenings.

“The sunset was absolutely divine. We sat outside on the bow, drank wine, and took it all in. The crew were attentive and the company was a good time. 10/10 would do again.”

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Half-Day Exclusive Catamaran Cruise in Santorini with Meal and Open Bar - The lighthouse and the volcanic caldera
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Half-Day Exclusive Catamaran Cruise in Santorini with Meal and Open Bar

9.Half-Day Exclusive Catamaran Cruise in Santorini with Meal and Open Bar

★★★★★★★★★★5.0 · 2,975 reviews · 5 hours (approx.) · from $133

You’ll sail from Vlychada Marina with a crew that may include Giannis, Alex, Natalie, Mika, Kostas, or Bill, depending on the boat. Expect Red Beach, the volcano, hot springs, Thirassia, snorkeling, a fresh onboard meal, open wine and beer, and hotel pickup.

“It was social and informative, and a wonderful way to see the landscape. The crew was beyond fantastic!! They made the entire experience genuinely fun and were beyond accommodating.”

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Isla Mujeres: Catamaran with Open Bar, Snorkeling and Lunch - Getting to Marina Las Perlas
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Isla Mujeres: Catamaran with Open Bar, Snorkeling and Lunch

10.Catamaran with Open Bar, Snorkeling and Lunch

★★★★★★★★★★4.1 · 2,848 reviews · 8 - 10 hours · from $59

Sail from Cancun to Isla Mujeres with a lively crew, national open bar, a short reef snorkel, Playa Norte time, and optional buffet lunch. Guides such as Juam, Ivet, Luis, and Romando have earned praise for keeping the day friendly and well organized, though the dock fee and crowded snorkel stop deserve attention.

“A really fun day out. The staff are very friendly and welcoming. Really fun vibe. Would highly recommend.”

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Lisbon: Sunset Catamaran Boat Tour with Music and Drinks - The 25th of April Bridge and Christ the King
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Lisbon: Sunset Catamaran Boat Tour with Music and Drinks

11.Sunset Catamaran Boat Tour with Music and Drinks

★★★★★★★★★★4.7 · 2,834 reviews · 1h 30m · from $26

Meet Sardinha do Tejo at Doca de Santo Amaro for a 90-minute sunset sail past Christ the King, the 25th of April Bridge, Belém Tower, and more. Choose the open nets or covered deck, enjoy one welcome drink, and buy cocktails aboard. This is a scenic, music-led cruise, not a guided sightseeing tour.

“Beautiful evening for a boat ride. All the hosts were very nice and helpful. They frequently came around for drink refills. I was super lucky and the boat only had 6 other guests that night so had plenty of room. Blankets were provided when it got chilly.”

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Santorini Gold Catamaran Cruise with Snorkel, BBQ & Open Bar - Red Beach and the first swim
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Santorini Gold Catamaran Cruise with Snorkel, BBQ & Open Bar

12.Santorini Gold Catamaran Cruise with Snorkel, BBQ & Open Bar

★★★★★★★★★★4.8 · 2,822 reviews · 5 hours · from $117

Sail from Vlychada Marina with an English-speaking guide and a small group, stopping at Red Beach, the White Beach area, the volcano hot springs, and Mesa Pigadia. You’ll get snorkeling gear, towels, a Greek BBQ, meze, soft drinks, and open white wine. Crews have included Hris, Filipos, Vivi, and Alice.

“The experience was 10/10. This was one of the excursions we did for our honeymoon. The views were beautiful and food was great. Some things I would love to share for the next group: - One of the stops to swim is near the volcano, they don’t suggest you wear light color swimwear because of sulfur in the water. - Bring a light jacket/sweater for the ride back if you are doing sunset. - They provide everything, water,’sodas, beer, wine, a light app, and dinner. - They have a room downstairs to change too. Ammos, and the crew were amazing. So friendly and genuine.”

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Mega Yacht ALL INCLUSIVE Yelapa Waterfall & Snorkeling Adventure - A Fajita Lunch Before Yelapa
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Mega Yacht ALL INCLUSIVE Yelapa Waterfall & Snorkeling Adventure

13.Mega Yacht ALL INCLUSIVE Yelapa Waterfall & Snorkeling Adventure

★★★★★★★★★★5.0 · 2,515 reviews · 6 hours (approx.) · from $117

Cruise south from Puerto Vallarta aboard Chica Locca’s roomy catamaran for breakfast, snorkeling, kayaks, paddleboards, an open bar, and a Mexican fajita lunch. You’ll visit Yelapa and its waterfall, with music from hosts such as Ricky Ricardo and DJ David, plus an optional onboard massage.

“The staff was amazing, the experience was great from the moment we checked in to the moment we got off the boat.”

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Dolphin Catamaran Snorkel and Sail with Open Bar - First stop: the Antilla shipwreck
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Dolphin Catamaran Snorkel and Sail with Open Bar

14.Dolphin Catamaran Snorkel and Sail with Open Bar

★★★★★★★★★★4.5 · 2,291 reviews · from $69

Sail aboard The Dolphin from Noord for a three-hour Aruba cruise with two snorkel stops at the Antilla shipwreck and Boca Catalina Bay. You get fresh gear, wraps, fruit, an open bar, a spinning slide, and rope swing. Crew members including Frederick, Oscar, Rio, Jay, and Brandon have earned warm praise.

“Whole Lotta fun! Catamaran beautiful. Snorkeling, swing and slide were great!! Drinks were good! Had a ball!”

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Los Cabos Luxury Sunset Sail with Light Appetizers and Open Bar - The route to El Arco and Lover’s Beach
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Los Cabos Luxury Sunset Sail with Light Appetizers and Open Bar

15.Los Cabos Luxury Sunset Sail with Light Appetizers and Open Bar

★★★★★★★★★★5.0 · 2,267 reviews · 2 hours 30 minutes (approx.) · from $109

Sail Cabo San Lucas Bay for 2.5 hours on a 50-foot boat with up to 16 people. Expect the Arch, Lover’s Beach, sea lions, open-bar drinks, light appetizers, and a relaxed sunset setting. Pickup is available for $10 per person, with a $2 dock fee.

“Very well organized, the comisny was very responsive and accommodating. The pick up was right on time and everything about the logistics went smoothly. The sailboat was beautiful and the crew really great. The food and drink was also delicious! We even got to see whales. I’d highly recommend this sunset sail. It was a really, really great trip! I’d choice this company again and will remember them for the next time we come to Cabo”

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Barcelona: Midday or Sunset Sailing with Open Bar and Snacks - What the two-hour route feels like
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Barcelona: Midday or Sunset Sailing with Open Bar and Snacks

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